Deals on vacations and trips to Glenwood

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Glenwood flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $987, price is now $565 per person
$565
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Dry cleaning, luggage storage, and wedding services are also on offer.
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,055, price is now $625 per person
$625
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. A hair salon, WiFi in public areas, and luggage storage are also on offer.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,591, price is now $953 per person
$953
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,671, price is now $1,010 per person
$1,010
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,296, price is now $796 per person
$796
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.

Top Glenwood hotels deals

Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park

2.5 out of 5
6650 S Cicero Ave Chicago IL
Free Cancellation
The price is $139 total per night
$139 total
per night
Oct 4 - Oct 5
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and a free airport shuttle. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Free airport shuttle
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
Free Cancellation
The price is $188 total per night
$188 total
per night
Sep 27 - Sep 28
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.
Free WiFi
Restaurant
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

3 out of 5
4900 S Lake Shore Dr Chicago IL
The price is $199 total per night
$199 total
per night
Sep 20 - Sep 21
Free self parking is available and the hotel's multilingual staff can provide around-the-clock assistance. WiFi in public areas is free. Luggage storage is also provided.
Pet friendly
Parking included
Motel 6 Bridgeview, IL

Motel 6 Bridgeview, IL

2 out of 5
9625 S 76th Ave Bridgeview IL
Free Cancellation
Reserve now, pay when you stay
The price is $59 total per night
$59 total
per night
Oct 4 - Oct 5
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
Pet friendly
Parking included
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4.5 out of 5
17300 S Halsted St Hazel Crest IL
Free Cancellation
Reserve now, pay when you stay
The price is $183 total per night
$183 total
per night
Oct 13 - Oct 14
This luxury resort features a casino, a full-service spa, and 8 restaurants. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Relax with a drink at one of the 4 bars/lounges and enjoy perks like free self parking.
Hot Tub
Spa
Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

4 out of 5
777 Ameristar Blvd. East Chicago IN
Free Cancellation
Reserve now, pay when you stay
The price is $174 total per night
$174 total
per night
Oct 5 - Oct 6
A casino, 5 restaurants, and a 24-hour gym are all featured at this Art Deco hotel. Business travelers can take advantage of the 24-hour business center. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Parking included
Restaurant
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much are vacation packages to Glenwood?
Travelocity has great package deals to Glenwood, as well as flights and hotels, from an impressive $565. With the money you save, you could throw in some cool tours or possibly even tack on some extra nights to your vacation.
Where can I get the best vacation package deals for Glenwood?
Find your dream escape at Travelocity. With access to 400 air carriers and at least 1,000,000 properties across the globe, selecting the ultimate Glenwood package deal couldn't be simpler.
Why should I book my Glenwood vacation bundle with Travelocity?
You'll not only enjoy huge savings, but you'll also have access to our round-the-clock support, quality service and a Price Match Guarantee. Wander across the globe, discover lesser-known sights and make unforgettable memories — we'll take care of the little details.
Can I save money on my Glenwood car rental if I bundle it with a hotel or flight?
Most definitely — and booking one of our Glenwood vacation packages is the simplest way to do this. Bundle any combination of a hotel, flight, car and tour and score awesome discounts. The more you bundle, the more you'll save. There are so many big-name sights around Glenwood to put on your bucket list, including Six Flags Great America (60 mi from Glenwood). Nothing beats exploring places like this with the freedom of your own wheels.

Photos of local treasures

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